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| | Phenylmethylsulfonyl fluoride Basic information |
| Product Name: | Phenylmethylsulfonyl fluoride | | Synonyms: | α-toluenesulphonyl fluoride;Phenylmethanesulfonyl fluoride,α-Toluenesulfonyl fluoride, Benzylsulfonyl fluoride, PMSF, Phenylmethylsulfonyl fluoride;Phenylmethanesulfony;BENZYLSULFONYL FLUORIDE;A-TOLUENESULFONYL FLUORIDE;A-TOLUENESULPHONYL FLUORIDE;BENZENEMETHANESULFONYL FLUORIDE;P-TOLUENESULPHONYL FLUORIDE | | CAS: | 329-98-6 | | MF: | C7H7FO2S | | MW: | 174.19 | | EINECS: | 206-350-2 | | Product Categories: | Inhibitor;ProteaseInhibitors;329-98-6 | | Mol File: | 329-98-6.mol |  |
| | Phenylmethylsulfonyl fluoride Chemical Properties |
| Melting point | 92-95 °C | | Boiling point | 112 °C16 mm Hg(lit.) | | density | 0.797 g/mL at 20 °C | | Fp | 222 °F | | storage temp. | 2-8°C | | solubility | dry solvents (ethanol, methanol, and 2-propanol): 200 mM Stock solution are stable for months at 4°C. | | form | Needles (May Agglomerate) | | color | White | | Water Solubility | hydrolysis | | Sensitive | Moisture Sensitive | | Merck | 14,7542 | | BRN | 2088311 | | Stability: | Moisture Sensitive | | InChIKey | YBYRMVIVWMBXKQ-UHFFFAOYSA-N | | CAS DataBase Reference | 329-98-6(CAS DataBase Reference) | | EPA Substance Registry System | Benzenemethanesulfonyl fluoride (329-98-6) |
| Hazard Codes | F,T,C | | Risk Statements | 11-34-25-23/24/25 | | Safety Statements | 7-16-45-36/37/39-28A-26-27 | | RIDADR | UN 3261 8/PG 2 | | WGK Germany | 3 | | RTECS | XT8050000 | | F | 3-10-21 | | Hazard Note | Highly Toxic/Corrosive | | TSCA | T | | HazardClass | 8 | | PackingGroup | III | | HS Code | 29241990 | | Toxicity | LD50 (24 hr) in mice (mg/kg): 215 ±55 i.p. (Pinsky) |
| | Phenylmethylsulfonyl fluoride Usage And Synthesis |
| Chemical Properties | White to cream solid | | Uses | Phenylmethylsulfonyl fluoride is used as a Protease inhibitor such as Chymotrypsin, Trypsin and Thrombin as well as Acetylcholineesterase.
| | Uses | Standard protease inhibitor in biological research; in protein purification to prevent proteolytic degradation. | | Uses | PMSF is an irreversible serine/cysteine protease inhibitor | | Definition | ChEBI: Phenylmethanesulfonyl fluoride is an acyl fluoride with phenylmethanesulfonyl as the acyl group. It has a role as a serine proteinase inhibitor. It derives from a phenylmethanesulfonic acid. | | Biological Activity | pmsf (phenylmethanesulfonyl fluoride) is an irreversible inhibitor of serine proteinases, which is associated with the development of the delayed organophosphorus neuropathy. it has a role in a lot of cellular repair and regeneration processes in many kinds of tissues. pmsf is a long acting neuropathy target esterase (nte) inhibitor. nte is a protection was related to inhibition of the putative target of organophosphate-induced delayed polyneuropathy (opidp). pmsf can increase nte inhibition to more than 90%. pmsf also acts as an active site directed reagent for γ-glutamyl transpeptidase.thomas baker, herbert e. lowndes, martin k. johnson, irene c. sandborg. the effects of phenylmethanesulfonyl fluoride on delayed organophosphorus neuropathy. archives of toxicology. 1980; 46(3-4): 305 – 311.marcello lotti, stefano caroldi, eugenio capodicasa, angelo moretto. promotion of organophosphate-induced delayed polyneuropathy by phenylmethanesulfonyl fluoride. toxicology and applied pharmacology. 1991; 108(2): 234 – 241.masayasu inoue, seikoh horiuchi, yoshimasa morino. inactivation of γ-glutamyl transpeptidase by phenylmethanesulfonyl fluoride, a specific inactivator of serine enzymes. biochemical and biophysical research communications. 1978; 82(4): 1183 – 1188. | | Biochem/physiol Actions | Phenylmethanesulfonyl fluoride has the ability to enhance the stability of plasma lipidome in lipidomic and metabolomic analysis. This serine protease inhibitor reduces the naloxone-precipitated withdrawal jumping behavior in morphine-dependent mice. | | storage | Desiccate at RT | | Purification Methods | Purify PMSF by recrystallisation from *C6H6, pet ether or CHCl3/pet ether. [Davies & Dick J Chem Soc 483 1932, cf Tullock & Coffman J Org Chem 23 2016 1960.] It is a general protease inhibitor (specific for trypsin and chymotrypsin) and is a good substitute for diisopropylphosphoro floridate [Fahrney & Gould J Am Chem Soc 85 997 1963]. [Beilstein 11 III 331.] |
| | Phenylmethylsulfonyl fluoride Preparation Products And Raw materials |
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